Preppy Blair Waldorf Outfits Your Wardrobe Needs

Carrot’s editors research, review and recommend the best products independently – If you buy something through our links, we may earn a commission.

Dressing like Queen B is serious B.

B for business.

Her style is classic, preppy, and prim. With every strand in place, you won’t see the queen of the Upper East Siders having a bad hair day or wearing an outfit that’s not thoughtfully put together. Her style is timeless, iconic, and quite desirable for all us Gossip Girl fans.

Thanks to the revived Y2K trend, we see all our favorite preppy Blair styles coming back to life. And we don’t know about you, but we at Carrot are super excited to jump on the trend wagon and re-create some of our favorite Waldorf looks.

No one can do preppy better than Blair, from pleated skirts and headbands to collared dresses and sweater vests.

Get in on the Prepster trend this Summer as we’ve rounded some of the most iconic preppy outfits from Blair’s Wardrobe and made it super current for all you baby Carrots.

1. Well Plaid: Tartan on Tartan on Tartan

Blair always has a preppy polished edge to her outfits. Especially in the first few seasons, where we saw her transform her school uniform in the most fun ways possible.

This preppy outfit with a tartan hairband, striped notched lapel jacket, and a tartan coat is so chic and modern preppy style that we want to wear it like now!

Bag all the Tartan 👇🏼

Shop these bright tartan pieces from ASOS that are all Blair-approved. Don’t forget to check our accessories collection at the end to complete the look.

2. Get VESTed: Argyle & beyond

Call it nerdy or Ivies fav; vests have not always been a fashion statement. From being a hit back in the 2000s to being dangerously close to extinct, these piece are coming back with a bang. And for good!

If you’re looking to build on your preppy aesthetic this summer, you’ve gotta get Vest-ed. An absolute fav in the Blair wardrobe, this cutie can pep any boring outfit with a splash of color.

Argyle sweater vests may be too hot for the season rn but the vest collection doesn’t stop there. Choose from knit, tailored, oversized and ribbed polo ones, and don’t forget to pair it with a lovely pleated skirt to complete the look.

Bag ’em vests 👇🏼

Pair longer vest with short A-line skirts and smaller fitted vests with a loose button-down for the perfect modern preppy style.

3. Oh range of colors: A Blair guide to rock risky color combos

Everyone needs a pop of Blair, sorry color* in their lives.

And Queen B knows just how to sport the riskiest color combinations without looking like a fashion disaster.

She can even make drab colors come alive with the right splash of mustard, red or green.

Print on print is risky enough but to pair an orange printed skirt with a yellow printed top and still look so fresh & fashionable is beyond us.

How does she do it?

We don’t know! But we’d like to try.

Get experimental with this pop color preppy style 👇🏼

Pop of summer color explosion from our finds on ASOS and Modcloth.

4. Far from bo(w)ring: Headbands, bags & shoes

Sorry folks, you can’t Blair without the right accessories. By accessories, we mean Channel bags, statement jewelry, footwear, and most importantly, an elaborate HEADBAND!

Besides being an absolute favorite in Blair’s wardrobe, no preppy outfit is quite complete without a classy headband…and, of course, the bag, shoes, and jewelry.

🎀Shop our headband pick!

👠The perfect color block shoes

💼 Shop bags to match your preppy outfit

Preppy Plus Size Clothing For the Curvy ladies

The curvier the booty, the better! Here’s our collection of the best preppy plus-size clothing options to channel the inner Blair in you.